Properties Near 124 Elm Street Bennington, VT

Exciting investment opportunity located in the PRIME district of Northside Drive in Bennington, Vermont! Family-owned for over 50 years, this gem boasts an excellent location that combines both charm and convenience for travelers. Located strategically to restaurants, stores and easy access to highways leading to ski areas, Manchester outlets, recreational areas to include Prospect Nordic skiing, Mt.Snow, Stratton, Bromley, the Long Trail, golfing, the Harriman Reservoir and so much more. The Knotty Pine Motel offers generous upgrades such as gorgeous concrete stamping surrounding the pool and walkways, pleasing esthetic exterior and thoughtful decorating within each of the 21 rooms. Each room is tastefully decorated while still maintaining the charm and warmth of the original knotty pine walls. There is a lovely separate owners apartment available in the main house lending many options. This beautifully appointed living space can be occupied by owners/managers, marketed as a rental, or included with the motels offering as an additional motel suite. While currently being a successful business, this property also has the ability to be many other commercially zoned businesses to compliment our continuing growth of Bennington's downtown. Northside Drive is on an upward trajectory with many new investors jumping onboard! This is an opportunity that you will not regret!

An exceptional opportunity to acquire the historic South Shire Inn, a meticulously restored Victorian property in the heart of Bennington. Originally built in 1887 by renowned architect William C. Bull, this luxury inn blends classic charm with modern amenities, offering a unique, profitable business for discerning buyers. Established and successful, it operates as a turnkey boutique hotel with beautifully appointed guest rooms, many featuring fireplaces, and inviting common areas, combining Victorian elegance with contemporary comfort. The property includes a restaurant leased to a thriving Thai restaurant, serving lunch and dinner, and is newly zoned for additional uses, including a restaurant, bar/lounge, and catering services on the grounds. This makes it an ideal space for further growth and development. The South Shire Inn has a loyal client base, well-maintained operational systems, and rich history, making it a sought-after destination. Located in Bennington, Vermont, between the cultural attractions of Manchester and the artistic offerings of Williamstown and the Berkshires, it’s a prime location for tourists seeking a diverse New England experience. This is a rare opportunity to own a piece of Bennington’s history with a solid foundation for continued success and growth.

126 Elm Street is a distinguished and iconic property in the heart of Bennington. Currently home to Southern Vermont Residential Care, this grand residence was originally built in 1896 and offers over 7,000 square feet of opportunity. Set on a prominent corner lot with mature landscaping, this striking Queen Anne-style home is one of Vermont’s most architecturally celebrated properties. From its sweeping wraparound porch and covered side entry to its turrets, gables, and distinctive slate roof, the home radiates character and history. Inside, you’ll find spacious rooms with high ceilings, ornate oak woodwork, and original tile fireplaces—each space offering its own charm and timeless craftsmanship. The structure includes numerous bedrooms, common rooms, office spaces, and bathrooms. Located just blocks from downtown Bennington, the property is close to local shops, restaurants, cultural venues, and healthcare facilities. As part of Bennington’s Downtown Historic District, the property may qualify for historic preservation tax credits and other incentives.